Literature DB >> 26683497

Regioselective Rhodium-Catalyzed Addition of 1,3-Dicarbonyl Compounds to Terminal Alkynes.

Thorsten M Beck1, Bernhard Breit1.   

Abstract

A new method for the rhodium-catalyzed regioselective C-C bond formation using terminal alkynes and 1,3-dicarbonyl compounds to achieve valuable branched α-allylated 1,3-dicarbonyl products is reported. With a Rh(I)/DPEphos/p-CF3-benzoic acid as the catalyst system, the desired products can be obtained in good to excellent yields and with perfect regioselectivity. A broad range of functional groups were tolerated, and first experimental insights of a plausible reaction mechanism were obtained.

Entities:  

Year:  2015        PMID： 26683497     DOI： 10.1021/acs.orglett.5b03391

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.

Authors:  Nathan J Adamson; Katherine C E Wilbur; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-02-20       Impact factor: 15.419

2.  Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis.

Authors:  Faben A Cruz; Yamin Zhu; Quentin D Tercenio; Zengming Shen; Vy M Dong
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419

Review 3.  Alkynes as Electrophilic or Nucleophilic Allylmetal Precursors in Transition-Metal Catalysis.

Authors:  Alexander M Haydl; Bernhard Breit; Tao Liang; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-10       Impact factor: 15.336

4.  Rhodium-Catalyzed Hydrofunctionalization: Enantioselective Coupling of Indolines and 1,3-Dienes.

Authors:  Xiao-Hui Yang; Vy M Dong
Journal:  J Am Chem Soc       Date:  2017-01-27       Impact factor: 15.419

5.  Tandem Rh-catalysis: decarboxylative β-keto acid and alkyne cross-coupling.

Authors:  Faben A Cruz; Zhiwei Chen; Sarah I Kurtoic; Vy M Dong
Journal:  Chem Commun (Camb)       Date:  2016-04-04       Impact factor: 6.222

6.  Enantioselective Addition of α-Nitroesters to Alkynes.

Authors:  Ryan T Davison; Patrick D Parker; Xintong Hou; Crystal P Chung; Sara A Augustine; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2021-01-07       Impact factor: 15.336

7.  Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine.

Authors:  Faben A Cruz; Vy M Dong
Journal:  J Am Chem Soc       Date:  2017-01-11       Impact factor: 16.383
  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.